October Surprises, 2
DISCLAIMER: This is a fantasy depicting heterosexual and homosexual acts involving men, women and boys. The story is intended for adult readers and not minors. IF YOU ARE NOT OF LEGAL AGE TO BE READING THIS STORY OR IF YOU FIND SUCH MATERIAL OFFENSIVE, PLEASE LEAVE. All characters are fictional and in no way related to any person or persons living or deceased.
If you read part 1 you know how I have come to love dressing in sexy lingerie and playing the role of a female in my marriage. This whole process of planning the costume and then the role playing just was making me hornier all of the time. Donna was insisting that I wear lingerie under my clothes to the office every day so I would be completely comfortable with the tension of my bra, the tugging of the shoulder straps and the garters holding up my nylons. All of this silky, cool satin feeling as I took each step and the feeling of being hugged by my bra all day long left me ready for anything at the end of the day. Mentally I was not just feeling my feminine side by my whore and slut side was appearing as well.
Just last night with only a week to go before the Halloween party I had been dressed in a yellow satin charmuse baby doll nightie and brought my wife to a resounding orgasm by sucking and pumping a big rubber cock into her pussy. My jaw was sore but I was amazed that I had not only loved the sensation of my face being filled with a thick penis shaped shaft but proud that I had been able to swallow over 6 inches of it into my throat. I loved the slippery plastic sliding over my lips, gliding across my tongue and the roof of my mouth and the forced stretching of my mouth. Maybe I am gay too. Is it gay to suck dick if you are in the role of a girl?
I drove home from the office with my blouse, I mean shirt, unbuttoned so I could watch my tits in the blue half satin half lace bra I was wearing in the rear view mirror. I had my pants open as well and every now and then I would tilt the mirror down to get a peak at my matching satin and lace panties the wife had picked out for me. Took my shoes off too. That way I could better feel the stockings around my toes. I hoped no one saw me. By the time I hit my driveway the panties displayed a significant wet spot. Dark and soggy. What a waste I did not get to taste it. Entering the house I found Donna in a short kimono like robe of patterned red satin. Looked great with her long legs especially since it ended just below her ripe ass. She hugged me and started kissing me hard wit her tongue half way down my throat.
"Suck my tongue," she mumbled. "Suck it like it was a cock, suck it like our rubber buddy from last night!"
Sliding her mouth snake back into my sloppy face I draw it in deep with suction. I found myself working her tongue with mine furiously and kind of wishing it was the dildo from last night so I would sense more of the stretching sensation..
Donna sat back against the kitchen table and told me to strip. " I want to be sure you dressed as you were supposed to today" she instructed.
I did as I was told and made it a little sexy by slowly unbuttoning my shirt and exposing my bra slung manboobs. Belt , Zipper, kick off the shoes and drop the pants.
"You have been excited I see" she noted seeing the dark and wet area of my panties. "Did you like wearing them all day?" she questioned.
"I did but all I wanted to do was jerk off every minute. I was so hard to resist. I was so hard." It was almost sore from being stiff so much and I wondered it I was up to fucking her that night. I was more eager to by the second standing there is sexy lingerie, looking up her robe to see very sheer black panties staring back at me. I pulled her to me and as tongue battled some more my hands slipped down her back, under the robe and locked firmly onto her ass cheeks. Cool , slippery, exciting nylon that seemed less sheer than the front. New I think.
" You like how my ass feels baby?" she kind of cooed softly. My answer was almost shouted.
"Oh gawd yes. Right now I could flip you over on the table and bury my face in your silky covered bottom. After I rub my face all over your sweet cheeks I will pull your panties aside and treat you to my tongue up your ass for as long as you can stand it. The I will fuck your ass with my big dick until you beg me to stop. How about that idea.?
"Funny dear because that's what I had in mind also except you are the girl getting fucked in the ass tonight until you beg ME to stop."
I was in shock! Stunned, unmoving. Donna grabbed the waist elastic of my panties so two of her finger had my cock between them inside and told me we were headed upstairs. I mindlessly followed or just let her drag me along. Entering the room there was a white lacy demi cup bra laid out on the dark blue cover of our bed. The contrast made the garment almost glow in its beauty. My blue satins were getting wetter. Next to the bra was a pair a see thru white panties to go along with it.
"Get dressed honey" Donna demanded. " I want you in lilly white like a virgin should wear to get fucked the first time."
I was out of my "work clothes" in seconds and while Donna had ducked into the bathroom I stretched the lacy boob sling around my chest, fastened the two clasps and spun ti around to the back. The straps were like double satin cords tied together in a few spots with a small embroidered pink rose at the top of the shoulder. I slipped each one over my shoulder until they settled into just the right spot. They were very wide set and the way they framed my chest when I looked in the mirror brought me too attention even with having been sore all day. Like my wife often did, I leaned forward and lifted my tits into the cups so they would be as big as they could be. The half cup effect was cool seeing a small globe-like effect crowning over the scalloped edges of the firm cups. Goodbye pretty blue panties. Momma wants me in white, I thought.
As I reached for the sheer white panties my cock would soon be confined in I realized that they were crotch-less. Slipping them on my tool was nicely held in place by the sheer fabric but my balls hung free, though tight at the moment, in the air. Feeling around to see how they fit my ass I discovered that I could get my finger into my hole without moving the panties. She was going to fuck my ass with her vibrator or our rubber buddy while I still had my panties on and and my tits bounced around in lace. The slutty whore part of me was really starting to blossom.
"Turn out the lights and lie down on the bed, Honey. I will be right there."
I clicked them off and got comfortable on my back loving the sensation of the cool sheets on my back and how it missed parts that were strapped up or covered in nylon. My hands just had to explore the silkiness stretched over my cock so they headed south and glided back and forth over the new surface. Glad I had shaved everything that morning since stubble is so distracting to the glass like slippery feeling of the tricot texture. The light clicked off in the bath and I heard the door open. I was seeing only shadows at this point. Donna climbed onto the bed and immediately straddled my chest, wiggled her pantied ass a bit on my stomach and told me she had a big surprise for her special girlfriend. Not the vibrator, not the rubber buddy, something new had just brushed over my lips in the dark.
"Meet the man who is going to take your cherry." She cheerfully said. "8 inches by 2 inches of slippery pink plastic here after called Herman. Herman the ass wrecker. How about that young lady?"
I was scared shitless. Donna did not know that I had experimented with her much smaller realistic vibrator and that I really liked being stuffed from behind as well as I did from the front (my recent discovery), but this thing sounded huge. "It straps on real tight and has a shorter part will get me off too. What to touch it?"
I reached around her knee towards her crotch and found an arm. It felt like an arm. I was BIG.
"Caress it Honey, Get to know it cause it wants to know you."
My finger slide from the tip to the base. I put my hand around it, well, I tried to get around it. Smooth plastic. No veins or anything but it was really smooth was a head like a cut penis and a shaft that only got slightly fatter towards the base. It felt nice but "in my ass, all of this, even some of this."
"Relax baby, I will fuck you nice and slow. Getting your cherry popped only hurts for awhile. By the next day you will be ready for more." "Take your hand off of it and lets get the party started."
I kept my hands on Donna's thighs as she moved forward and Herman touched my lips.
"Get it good and wet baby, Suck it all sloppy like so I will not hurt as much in the other end."
I hoped there was lots of the butt lube I used on her left in the bedside table and that she planned to use it. I opened up and got lots of spit all over my soon to be plastic lover.
"When you wiggle it I feel it inside too." She informed me.
Well I was glad to hear that one of us was going to like this because I was very unsure of how much pleasure I was going to get and what my asshole would be like in the morning.
Donna climbed off of my chest and told me to assume the position.
"Which position?" I asked.
"On all fours honey. Just like when you took my bottom the first time."
OK, I was going to get fucked doggy style the first time which was kind of how I had pictured it in my fantasies anyway. In short order I was flipped over on my knees, ass high in the air feeling the fabric stretching taut across my butt. One arm was across my pillows and the other tucked under my chest so I could play with my nipples and run my fingertips over the lace relief of my bra. Donna stood and reached into the table to get the bottle of lube. Thank goodness for that. She didn't want to kill me with that thing. Settling in on her knees my lady lover lifted the opening in the panties and slipped the big plastic phallus inside. The slippery smoothness slid gently up and down my butt crack until it was firmly ensconced between the quivering cheeks of my ass. Each time she pulled away a bit she held the base and teased my pucker with the tip. Bumping against it a few times with a little more pressure each time. Then Donna would pull away a little and slide the now very slick plastic pole between my cheeks again. The head must have been running into the elastic waist on my panties as each time forward the fabric in the front pull tighter across my rock hard cock. The hand under my chest could feel the hardness of my nipples as well.
"Tell me what you what baby." I was questioned.
"Fuck me" I replied.
"Tell me again like you mean it."
"OK, Fuck me. Fuck me hard and deep. I need it. Please Now."
Damn I was begging for my wife to fuck my ass with an 8" prick strapped to her. With the next tease she did not slide it up the cheeks again. She kept the tip right on my ass ring and kept pressing forward. Using one hand she gyrated the head round and round which was loosening me up. Her other hand was rubbing my nylon covered cheeks.
"This feels nice. How does that feel?" Giving me another push on the sphincter.
I wanted it so bad. I pushed back and pushed out like I was taking a dump. When I went back she went inward and when I relaxed the head of that strapon was sucked into my hole. Oh, shit that hurts!. I was trapped. The crown was firmly inside my ring and the shaft diameter was holding it stretched as never before.
"Grease it more , Please." I begged.
"For you honey anything." she reached for the lube squirting a lot right where Herman the cock and my ass met. "Hope you are ready now babe."
With that Donna pushed at least 4 inches more into my ass. Impaled was the word that came to mind. I hope it did not hurt this much when I first slid into her ass. I tried to focus on the fun my hand was having playing with my tits in their virginal white, lace container. As she eased more in I felt like my asshole was a foot across but it was funny that the sensation was not unpleasurable . In fact it felt pretty nice, very much like the enjoyment I got from having my mouth stretched out with the double dildo the other night..
Back to reality of the moment. I felt the straps on my invader brush my butt and I knew Donna had bottomed out.
"Wiggle it when you want it dear."
My response came quickly and my panty clad rump swayed back and forth filled to the max.
"Honey likes Herman?"
I just purred my quiet response in the positive and wiggled on the shaft some more.
"Ready for real fucking I take it."
With that Donna pulled that strap-on almost out till the head was held in by my ring and then with a medium pace reinserted it again all the way. Oh, My was this unbelievable. So much better than anything I had done to myself. I had to let go of my tit and get a better grip on the bunched up pillows to handle this beast she was putting to me. The pace started to increase and soon she was pumping away like a 20 year old sailor with a $20 whore on his first shore leave overseas.
"That is soooooo good baby. Fuck me fast and hard! Oh you have me stretched so far." I was now a moaning little slut.
"You like that. How about this?" My invader pulled all the way out but I was so loose my ass did not close and after a very brief pause she reinserted and slammed it home with one stroke.
"OH, YES!" "Again. Please!"
She did and for about the next 20 minutes she varied the pace and placement keeping me on edge. The it happened. I blew my wad, a huge one in my panties. Never even touched myself. My wife had fucked me to an orgasm.
"I guess you like fucking?" was her comment realizing I had cum. "This nub on my end. she said, was nice but I need to be finished off it. So being my new lesbian lover, Roll Over."
She pulled Herman from my well stretched ass and let me turn over as she removed the tool. Soon her dripping cunt was right over my face. Lowered quickly into position I spent the next half hour eating her to completion 3 or 4 times.
Time for some sleep and to get unglued from my crotchless beauties. We both showered and toweled each other off. Donna told me in the shower that before the next time I we had to shave my butt. 'You are not very hairy Dear but my girl needs to be smooth all over before the party next week." She tossed me a short satin nightie.
"Let's get to bed, Wear your own panties tonight."
The party is yet to come.
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